{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,3]],"date-time":"2026-09-03T21:07:44Z","timestamp":1788469664257,"version":"build-2803163510"},"reference-count":25,"publisher":"Wiley","issue":"5","license":[{"start":{"date-parts":[[2018,2,26]],"date-time":"2018-02-26T00:00:00Z","timestamp":1519603200000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100005672","name":"Funda\u00e7\u00e3o de Apoio ao Desenvolvimento do Ensino, Ci\u00eancia e Tecnologia do Estado de Mato Grosso do Sul","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100005672","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003593","name":"Conselho Nacional de Desenvolvimento Cient\u00edfico e Tecnol\u00f3gico","doi-asserted-by":"publisher","award":["310801\/2015\u20100"],"award-info":[{"award-number":["310801\/2015\u20100"]}],"id":[{"id":"10.13039\/501100003593","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002322","name":"Coordena\u00e7\u00e3o de Aperfei\u00e7oamento de Pessoal de N\u00edvel Superior","doi-asserted-by":"publisher","id":[{"id":"10.13039\/501100002322","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["analyticalsciencejournals.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Phytochemical Analysis"],"published-print":{"date-parts":[[2018,9]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:sec><jats:title>Introduction<\/jats:title><jats:p><jats:styled-content style=\"fixed-case\"><jats:italic>Piper amalago<\/jats:italic><\/jats:styled-content> has a distribution from Mexico to Brazil; their aerial parts have been used in folk medicine to treat diuretic and kidney diseases.<\/jats:p><\/jats:sec><jats:sec><jats:title>Objective<\/jats:title><jats:p>The purpose of this study was to obtain a deeper understanding of the chemical composition of essential oils (EOs) extracted from both the leaves and stems of <jats:styled-content style=\"fixed-case\"><jats:italic>P. amalago<\/jats:italic><\/jats:styled-content>, compare them, and evaluate their antilithiasic activity and acute toxicity.<\/jats:p><\/jats:sec><jats:sec><jats:title>Methodology<\/jats:title><jats:p>Extraction was performed by hydrodistillation, whereas chemical characterisation by two\u2010dimensional gas chromatography coupled with rapid\u2010scanning quadrupole mass spectrometry (GC\u00d7GC\/qMS). The antilithiasic activity was evaluated by the effect of the EOs on calcium oxalate crystallisation <jats:italic>in vitro<\/jats:italic>. The turbidity index and the number of crystals formed were determined and used as an estimative of the activity. In the acute toxicity assay, the effects of a single oral dose of the EOs in Wistar rats were determined. General behaviour, adverse effects, and mortality were determined.<\/jats:p><\/jats:sec><jats:sec><jats:title>Results<\/jats:title><jats:p>A total of 322 compounds were identified in the EOs. The sesquiterpenes displayed the highest contribution in leaves EOs among which included bicyclogermacrene and \u03b4\u2010cadinene. Sesquiterpenes and oxygenated sesquiterpenes displayed the highest contribution in EOs from stems, among which included bicyclogermacrene and \u03b1\u2010cadinol. The EOs demonstrated an excellent action on the crystals growth inhibition, and the oral dose tested did not induce significant changes in the parameters for acute toxicity.<\/jats:p><\/jats:sec><jats:sec><jats:title>Conclusion<\/jats:title><jats:p>The oils have a high chemical complexity, and there are differences between their compositions, which could explain the observed differences in antilithiasic activity. The findings support the use of this plant in folk medicine to treat kidney diseases.<\/jats:p><\/jats:sec>","DOI":"10.1002\/pca.2747","type":"journal-article","created":{"date-parts":[[2018,2,26]],"date-time":"2018-02-26T01:42:36Z","timestamp":1519609356000},"page":"432-445","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":8,"title":["Chemical characterisation of <scp><i>Piper amalago<\/i><\/scp> (Piperaceae) essential oil by comprehensive two\u2010dimensional gas chromatography coupled with rapid\u2010scanning quadrupole mass spectrometry (GC\u00d7GC\/qMS) and their antilithiasic activity and acute toxicity"],"prefix":"10.1002","volume":"29","author":[{"given":"Ana\u00ed L.","family":"dos Santos","sequence":"first","affiliation":[{"name":"Instituto de Qu\u00edmica Universidade Federal do Rio Grande do Sul  Porto Alegre RS Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ant\u00f4nio da Silva","family":"Novaes","sequence":"additional","affiliation":[{"name":"Hospital da Universidade Federal da Grande Dourados  Dourados MS Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Allan dos S.","family":"Polidoro","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica Universidade Federal do Rio Grande do Sul  Porto Alegre RS Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"M\u00e1rcio Eduardo","family":"de Barros","sequence":"additional","affiliation":[{"name":"Hospital da Universidade Federal da Grande Dourados  Dourados MS Brazil"},{"name":"Faculdade de Ci\u00eancias da Sa\u00fade Universidade Federal da Grande Dourados  Dourados MS Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jonas S.","family":"Mota","sequence":"additional","affiliation":[{"name":"Centro de Estudos em Recursos Naturais Universidade Estadual do Mato Grosso do Sul  Dourados MS Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Daiane B.M.","family":"Lima","sequence":"additional","affiliation":[{"name":"Departamento de Biotecnologia Industrial Universidade Tiradentes  Aracaju SE Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Laiza C.","family":"Krause","sequence":"additional","affiliation":[{"name":"Departamento de Biotecnologia Industrial Universidade Tiradentes  Aracaju SE Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Cl\u00e1udia A.L.","family":"Cardoso","sequence":"additional","affiliation":[{"name":"Centro de Estudos em Recursos Naturais Universidade Estadual do Mato Grosso do Sul  Dourados MS Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Ros\u00e2ngela A.","family":"Jacques","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica Universidade Federal do Rio Grande do Sul  Porto Alegre RS Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7045-5874","authenticated-orcid":false,"given":"Elina B.","family":"Caram\u00e3o","sequence":"additional","affiliation":[{"name":"Instituto de Qu\u00edmica Universidade Federal do Rio Grande do Sul  Porto Alegre RS Brazil"},{"name":"Departamento de Biotecnologia Industrial Universidade Tiradentes  Aracaju SE Brazil"},{"name":"Instituto Nacional de Ci\u00eancias e Tecnologia \u2013 Energia e Meio Ambiente  Salvador BA Brazil"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2018,2,26]]},"reference":[{"key":"e_1_2_5_2_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.fct.2007.09.106"},{"key":"e_1_2_5_3_1","doi-asserted-by":"publisher","DOI":"10.2174\/0929867033457719"},{"key":"e_1_2_5_4_1","doi-asserted-by":"publisher","DOI":"10.3390\/molecules17043989"},{"key":"e_1_2_5_5_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0031-9422(97)00328-2"},{"key":"e_1_2_5_6_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0031-9422(00)94536-9"},{"key":"e_1_2_5_7_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.phymed.2013.10.014"},{"key":"e_1_2_5_8_1","doi-asserted-by":"publisher","DOI":"10.1016\/S0378-8741(02)00080-6"},{"key":"e_1_2_5_9_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jep.2015.12.046"},{"key":"e_1_2_5_10_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.jep.2016.03.013"},{"key":"e_1_2_5_11_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00436-010-1878-y"},{"key":"e_1_2_5_12_1","doi-asserted-by":"publisher","DOI":"10.1080\/0972060X.2013.794021"},{"key":"e_1_2_5_13_1","first-page":"1883","article-title":"Chemical composition and antimicrobial activity of volatile oils of Piper amalago L","volume":"35","author":"Santos VLP","year":"2016","journal-title":"Lat Am J Pharm"},{"key":"e_1_2_5_14_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.chroma.2008.01.002"},{"key":"e_1_2_5_15_1","doi-asserted-by":"publisher","DOI":"10.1002\/(SICI)1521-4168(20000301)23:3<208::AID-JHRC208>3.0.CO;2-I"},{"key":"e_1_2_5_16_1","doi-asserted-by":"publisher","DOI":"10.1021\/ac000987n"},{"key":"e_1_2_5_17_1","doi-asserted-by":"publisher","DOI":"10.1021\/ac101678r"},{"key":"e_1_2_5_18_1","doi-asserted-by":"publisher","DOI":"10.1039\/b304371a"},{"key":"e_1_2_5_19_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.microc.2014.02.014"},{"key":"e_1_2_5_20_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.indcrop.2014.09.023"},{"key":"e_1_2_5_21_1","doi-asserted-by":"publisher","DOI":"10.1007\/s00216-011-5247-1"},{"key":"e_1_2_5_22_1","volume-title":"Identification of Essential Oil Components by Gas Chromatography\/Mass Spectrometry","author":"Adams RP","year":"2007"},{"key":"e_1_2_5_23_1","doi-asserted-by":"crossref","first-page":"374","DOI":"10.1007\/s00240-002-0285-y","article-title":"of an aqueous extract from Phyllantus niruri on calcium oxalate crystallization in vitro","volume":"30","author":"Barros ME","year":"2003","journal-title":"Urol Res"},{"key":"e_1_2_5_24_1","volume-title":"Acute Oral Toxicity \u2013 Acute Toxic Class Method","author":"Organisation for Economic Cooperation and Development (OECD)","year":"2001"},{"key":"e_1_2_5_25_1","doi-asserted-by":"publisher","DOI":"10.1590\/S0102-695X2008000200013"},{"key":"e_1_2_5_26_1","doi-asserted-by":"publisher","DOI":"10.1016\/j.etp.2010.05.012"}],"container-title":["Phytochemical Analysis"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/api.wiley.com\/onlinelibrary\/tdm\/v1\/articles\/10.1002%2Fpca.2747","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/pdf\/10.1002\/pca.2747","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,21]],"date-time":"2025-10-21T13:07:55Z","timestamp":1761052075000},"score":1,"resource":{"primary":{"URL":"https:\/\/analyticalsciencejournals.onlinelibrary.wiley.com\/doi\/10.1002\/pca.2747"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2018,2,26]]},"references-count":25,"journal-issue":{"issue":"5","published-print":{"date-parts":[[2018,9]]}},"alternative-id":["10.1002\/pca.2747"],"URL":"https:\/\/doi.org\/10.1002\/pca.2747","archive":["Portico"],"relation":{},"ISSN":["0958-0344","1099-1565"],"issn-type":[{"value":"0958-0344","type":"print"},{"value":"1099-1565","type":"electronic"}],"subject":[],"published":{"date-parts":[[2018,2,26]]},"assertion":[{"value":"2017-08-14","order":0,"name":"received","label":"Received","group":{"name":"publication_history","label":"Publication History"}},{"value":"2017-12-31","order":2,"name":"accepted","label":"Accepted","group":{"name":"publication_history","label":"Publication History"}},{"value":"2018-02-26","order":3,"name":"published","label":"Published","group":{"name":"publication_history","label":"Publication History"}}]}}